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Edit Module 2015 Best of Chicago

Best Men’s Hat Store

Optimo

320 S. Dearborn St.
312-922-2999
optimo.com

Blessedly, some things never change: Optimo’s master hatters still craft fedoras, top hats, derbies, and porkpies by hand and with a vintage sewing machine, attracting loyal customers such as Jay-Z, Johnny Depp, and Jack White. Prices range from $395 for an off-the-shelf Milan straw hat to several thousand for a custom topper.

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